Triazoles

Synthetic Route of 342617-08-7, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 342617-08-7 as follows.

A slurry of 3-(3-bromophenyl)-1H-1,2,4-triazole (58.5 g; 261 mmol; Step 1 above), anhydrous K2CO3(43.2 g; 313 mmol), and chloromethylpivalate (45 mL; 313 mmol) in dry MeCN (250 mL) was heated to 80 C. (Note 1) for 1 hour. The mixture was cooled, solid was collected by filtration and the filtrate was concentrated in vacuo. Residue from the filtaret was combined with the filtered solid and the whole was stirred with water approximately 20 minutes. Solid was collected by filtration, washed with water (¡Á3) and recrystallized from MeOH/water, affording the title compound as a colorless solid.

According to the analysis of related databases, 342617-08-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORP; COWAN, D. J; LARKIN, A. L.; ZHANG, CUNYU; MUSSO, D. L.; GREEN, G. M.; CADILLA, R.; SPEARING, P.K.; BISHOP, M. J.; SPEAKE, J. D.; (219 pag.)CN102516115; (2016); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 162848-16-0, name is 4-[1,2,4]Triazol-1-yl-benzoic acid, molecular formula is C9H7N3O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: Triazoles

General procedure: The ligand 4-Htba (0.1 mmol) was dissolved in DMF (5 mL), to which a DMF solution (5 mL) of Cd(NO3)2¡¤4H2O (0.1 mmol) was added with stirring for ca. 30 min. Then, the solution was sealed in a Teflon-linear autoclave and heated at 100 C for 3 days, after cooling to room temperature at a rate of 10 C/h, colorless blockc rystals of complex 1 were obtained in 58% yield (20.0 mg). Anal. Calcd for C10H7CdN3O4: C, 34.75; H, 2.04; N, 12.16%. Found: C, 34.71; H, 2.06; N, 12.14%. IR (KBr, cm-1): 1606vs, 1575vs, 1542vs, 1449m, 1410vs, 1368s, 1337s, 1303s, 1281s, 1229m, 1149m, 1051m, 994w, 975m, 873w, 854m, 812w, 781m, 724w, 698w, 669w, 646w, 541w. The same synthetic procedure as that for 1 was used except that Cd(NO3)2¡¤4H2O was replaced by Pb(NO3)2 (0.1 mmol), forming colorless block crystals of 2 in 54% yield (23.8 mg). Anal. Calcd for C10H7PbN3O4: C, 27.27; H, 1.60; N, 9.54%. Found: C, 27.22; H, 1.64; N, 9.49%. IR (KBr, cm-1): 1603s, 1557vs, 1383vs, 1340s, 1305m, 1277m, 1222m, 1143w, 1050w, 964w, 848w, 782m, 719w, 696w, 666w, 641w, 541w.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 162848-16-0, its application will become more common.

Reference:
Article; Mu, Yu-Hai; Ge, Zhi-Wei; Li, Cheng-Peng; Inorganic Chemistry Communications; vol. 48; (2014); p. 94 – 98;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 16778-70-4, name is 1-Ethyl-1,2,4-triazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C4H7N3

Intermediate 72; l-(2-Ethyl-2H-ri.2.41triazol-3-yl)-ethanone; n-Butyl lithium (424 ml, 1.6M solution in THF, 0.679 moles) was added dropwise to a solution of l-ethyl-lH-l,2,4-triazole (55 g, 0.566 moles) in THF (400 ml) at 0 C. After stirring for 1 hr at 0 C, N,N-dimethylacetamide (63 ml, 0.679 moles) was added to the reaction mixture and the stirring was continued for 1 hr. The progress of the reaction was monitored by TLC. The reaction mixture was quenched with sat. ammonium chloride solution and extracted with DCM. The combined organic layers were dried over sodium sulfate and concentrated. The crude material was purified by column chromatography (100% hexane followed by gradient elution to 10% ethyl acetate in hexane). Product (70 g) was obtained as light yellowish liquid. (Note : Since the product is volatile, it has to be distilled at less than 400 C) NMR (400 MHz, CDC13, delta): 1.42 (t, 3H), 2.69 (s, 3H), 4.58 (q, 4H), 7.90 (s, IH). MS (ES) (M+H)+: 140 for C6H9N3O.

The synthetic route of 1-Ethyl-1,2,4-triazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; PEER MOHAMED, Shahul, Hameed; WATERSON, David; WO2010/67125; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 76686-84-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 76686-84-5, name is 3-(1H-1,2,4-Triazol-1-yl)propanoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

Following the procedure of Example 3 using 2-aminodibenzthiophene (Bull. Soc. Chim. Fr. (1996), 133 (6), 597-610) and the appropriate acid the following compounds were prepared.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(1H-1,2,4-Triazol-1-yl)propanoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Block, Michael Howard; Donald, Craig Samuel; Brittain, David Robert; Foote, Kevin Michael; US2003/225097; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 3641-14-3, These common heterocyclic compound, 3641-14-3, name is Methyl 5-Amino-1,2,4-triazole-3-carboxylate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 1 : Methyl 5-bromo-1 /–1.2.4-triazole-3-carboxylate (306a) Methyl 5-amino-1 H-1 ,2,4-triazole-3-carboxylate (6.5 g, 45 mmol) was suspended in a mixture of cone. H2S04 (6 ml_) and water (100 ml_). Then an aq. solution of NaN02 (6.4 g, 67 mmol) was added to the suspension at -3C. After 30 min at -3C a freshly prepared aq. solution of CuBr (4.2 g, 21 mmol) and KBr (13.0 g, 91 mmol) was added dropwise. After stirring for 3 h at 25C the mixture was extracted with EA. The crude product was purified by CC (DCM/CH3OH = 20/1) to give compound 306a (5.5 g, 58%) as a white solid.

The synthetic route of 3641-14-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; GEGE, Christian; KINZEL, Olaf; STEENECK, Christoph; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2014/23367; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 13423-60-4,Some common heterocyclic compound, 13423-60-4, name is 1-Phenyl-1H-1,2,4-triazole, molecular formula is C8H7N3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 114 1-phenyl-4-(pent-1-yl)triazolium bromide 0.150 g (0.001 mol) 1-phenyltriazole 1 (actually, 0.3 g, there were still 2 eq. DMF contained in the educt) and 0.74 ml (0.906 g, 0.006 mol) 1-bromoheptane 2 are combined in a pressure tube. The reaction mixture is stirred 12 h at 110 C. The reaction mixture is cooled down and the same volume petroleum ether is added. The precipitated solid is filtered off, washed with petroleum ether, and dried in HV. M 296.21 C13H18N3Br Yield: 0.236 g (80%) 1H-NMR DM-170 (300 MHz/DMSO):

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Phenyl-1H-1,2,4-triazole, its application will become more common.

Reference:
Patent; TECHNISCHE UNIVERSITAET DRESDEN; US2011/105761; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 288-36-8, name is 1H-1,2,3-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C2H3N3

To a mixture of the product from step 2 (7.9 g, 38 mmol), Cs2CO3 (24.8 g,76 mmoi) and Ciii (2.88 g, 7.6 mmoi) in DMF (200 mL) were added 2H-[i,2,3]triazoie (5.24 g,76 mmoi) andN,N-.dimethyi-cyciohexanei,2diamine (0.9 g, 6.5 mmol) and the mixture was slirred at 110C overnight. The cooling mixture was adjusted to pi-ii2 with IM sodium hydroxide and extracted with EtOAc (50 rnL x 3). The aqueous layer was adjusted to pH 4 with 1M HC1 and extracted with EtOAc (50 mLx4). The extracts was dried over NaSO4, filtered, the filtrate concentrated in vacuo and the residue purified by chromatography on silica (Petroleum ether : EtOAc =10:1) toprovide the title compound (4.1 g). LRMS rnlz (M+H) 196,0 found, 196,0 required.

The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, belongs to triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C3H3N3O2

Preparation 1 1-Trityl-1H-1,2,3-triazole-4-carboxylic Acid 1H-1,2,3-Triazole-4-carboxylic acid (20.0 g, 177 mmol) was combined with DMF (200 mL, 2.6 mol) and pyridine (100 mL, 1.2 mol), and the resulting mixture was cooled to 0 C. Triphenylmethyl chloride (54 g, 190 mmol) was added in portions and the mixture was stirred at room temperature for 24 hours. The resulting slurry was filtered and the filter cake was washed with water (2*200 mL) and air-dried yield an off white solid (60 g). The solid was slurried in THF (800 mL) at room temperature for 4 hours, then filtered. The filtrate was then concentrated by rotary evaporation, yielding a thick oil. EtOAc (500 mL) was added and the volume was reduced to 200 mL. The resulting thick slurry was filtered and dried to yield the title compound (35.5 g).

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fleury, Melissa; Hughes, Adam D.; US2014/45906; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1001401-62-2 as follows. Safety of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

To a solution of 12.0 g (42.3 mmol) of the hydrochloride salt of F-1, 8.8 g (46.6 mmol) A-1, 6.92 g (50.8 mmol) 1-hydroxy-7-azabenzotriazole, and 18.6 mL (169 mmol) N-methylmorpholine in 200 mL of DMF was added 12.2 g (63.5 mmol) EDC and the reaction was stirred overnight at room temperature. The reaction was partitioned between EtOAc and 10% aqueous KHSO4, washed with water, saturated aqueous NaHCO3, water, brine, dried over MgSO4, and concentrated by rotary evaporation. The previous acidic and basic layers were extracted again with EtOAc. The organic extract was washed with brine, dried, concentrated and combined with the organic residue from above. The total amount of residue was purified by column chromatography on silica gel (EtOAc/hexanes) to provide F-2 as a colorless oil. Data for F-2: LC/MS: rt=2.25 min; m/z (M+H)=420.3 found; 420.5 required.

According to the analysis of related databases, 1001401-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bergman, Jeffrey M.; Breslin, Michael J.; Coleman, Paul J.; Cox, Christopher D.; Mercer, Swati P.; Roecker, Anthony J.; US2008/132490; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 3641-13-2,Some common heterocyclic compound, 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, molecular formula is C3H4N4O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Add 90 mL of anhydrous methanol to a 250 mL three-necked flask. Take 12.8 g (10 mmol) of 3-amino-1H-1,2,4-triazole-5carboxylic acid, Stir it in anhydrous methanol. Take 6mL of 50% fuming H2SO4 and slowly add it to the reaction solution. The temperature was raised to 85 C and refluxed for 12 h. Naturally cooled, rotary distillation to remove some methanol, Precipitation gave precipitation of methyl 3-amino-1H-1,2,4-triazole-5-carboxylate sulfate. Add 20 mL of distilled water to the precipitate, and adjust the pH to 5-6 with NaOH (5 mol¡¤L-1). Filtered to give a white precipitate. Wash 2-3 times with absolute ethanol, Drying gave methyl 3-amino-1H-1,2,4-triazole-5-carboxylate (yield: 73%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, its application will become more common.

Reference:
Patent; China Engineering Physics Institute Chemical Materials Institute; Zhang Qi; Wang Tingwei; Chen Dong; Li Hongzhen; (10 pag.)CN109096215; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics